Coordination is still a big lift either way.

Unlike a single-family flip, this was a larger, more complex project that required coordinating across multiple properties, partners, and strategies.The Numbers (high-level):Portfolio: Multi-property rental packageStrategy: Stabilization and repositioning for long-term holdsMy Role: Funding + structuring support for the partnershipWhy This Deal Stood OutI’ve done smaller, single-family flips before, but this was my first time stepping into a portfolio-level deal.

You’re right to focus on timing — it’s the single most critical factor in a successful 1031 exchange, especially when coordinating multiple properties with family.

I worked with a transaction coordinator who handled the paperwork and ensured the agreement and documents were completed correctly.

There are two stages/options of showing assistance software:1) Scheduling: for any landlord with 20+ doors or a PMC will find trying to coordinate scheduling showings with prospects is a HUGE time-suck.

As both a landlord and a local investor in Boca Raton, I’ve seen how deposit disputes and inconsistent inspections can cause real frustration for both owners and tenants.That’s why I started offering independent, photo-verified move-in/out documentation services for landlords, property managers, and short-term rental hosts.We provide:Neutral, third-party documentation (so owners stay compliant and protected)Flat-fee inspections starting at $9924–48 hr turnaround with photo/video reportsOptional cleaning or repair coordination add-onsCurious if others here are doing this or outsourcing similar work?

Most investors I work with coordinate with a local property manager or check with the city’s building or utility department to ensure compliance before rolling it out

I mainly focus on the Midwest, and what I’ve seen work well is lining up a property manager who can handle both mid-term and short-term rentals, coordinate cleaning, and market the unit effectively across platforms.

I went to several banks, but they wanted to coordinate with the roofer, and the roofer couldn't manage to come up with the mountains of paperwork They demanded.  

Give a shout if you might be interested and we can coordinate more next week